Stereochemical control of tertiary alcohol: Aldol condensation of lactate derivatives

Tomoyuki Kamino; Yoshihisa Murata; Nobuyuki Kawai; Seijiro Hosokawa; Susumu Kobayashi

doi:10.1016/S0040-4039(01)00818-8

Stereochemical control of tertiary alcohol: Aldol condensation of lactate derivatives

Tomoyuki Kamino, Yoshihisa Murata, Nobuyuki Kawai, Seijiro Hosokawa, Susumu Kobayashi

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

Stereoselective construction of aldol adducts having tertiary alcohol at the α position was achieved via a titanium(IV) enolate derived from a lactate derivative with an Evans chiral auxiliary. The stereochemistry at α-tertiary alcohol could be controlled by selecting the protective group of the starting lactate.

Original language	English
Pages (from-to)	5249-5252
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	31
DOIs	https://doi.org/10.1016/S0040-4039(01)00818-8
Publication status	Published - 2001 Jul 30
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)00818-8

Cite this

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title = "Stereochemical control of tertiary alcohol: Aldol condensation of lactate derivatives",

abstract = "Stereoselective construction of aldol adducts having tertiary alcohol at the α position was achieved via a titanium(IV) enolate derived from a lactate derivative with an Evans chiral auxiliary. The stereochemistry at α-tertiary alcohol could be controlled by selecting the protective group of the starting lactate.",

author = "Tomoyuki Kamino and Yoshihisa Murata and Nobuyuki Kawai and Seijiro Hosokawa and Susumu Kobayashi",

note = "Funding Information: This work was supported in part by Shin-Etsu Chemical Co., Ltd., and Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports, and Culture, Japan. ",

year = "2001",

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TY - JOUR

T1 - Stereochemical control of tertiary alcohol

T2 - Aldol condensation of lactate derivatives

AU - Kamino, Tomoyuki

AU - Murata, Yoshihisa

AU - Kawai, Nobuyuki

AU - Hosokawa, Seijiro

AU - Kobayashi, Susumu

N1 - Funding Information: This work was supported in part by Shin-Etsu Chemical Co., Ltd., and Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports, and Culture, Japan.

PY - 2001/7/30

Y1 - 2001/7/30

N2 - Stereoselective construction of aldol adducts having tertiary alcohol at the α position was achieved via a titanium(IV) enolate derived from a lactate derivative with an Evans chiral auxiliary. The stereochemistry at α-tertiary alcohol could be controlled by selecting the protective group of the starting lactate.

AB - Stereoselective construction of aldol adducts having tertiary alcohol at the α position was achieved via a titanium(IV) enolate derived from a lactate derivative with an Evans chiral auxiliary. The stereochemistry at α-tertiary alcohol could be controlled by selecting the protective group of the starting lactate.

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U2 - 10.1016/S0040-4039(01)00818-8

DO - 10.1016/S0040-4039(01)00818-8

M3 - Article

AN - SCOPUS:0035974386

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EP - 5252

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 31

ER -

Stereochemical control of tertiary alcohol: Aldol condensation of lactate derivatives

Abstract

ASJC Scopus subject areas

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