A concise synthetic approach to optically active taxol C-ring fragment

Masahisa Nakada; Ei Ichi Kojima; Yukitaka Iwata

doi:10.1016/S0040-4039(97)10554-8

A concise synthetic approach to optically active taxol C-ring fragment

Masahisa Nakada^*, Ei Ichi Kojima, Yukitaka Iwata

^*Corresponding author for this work

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

19 Citations (Scopus)

Abstract

A concise synthetic approach to an optically active taxol C-ring fragment starting from a readily available compound is described. Lewis acid promoted-cyclization of optically active epoxy trimethylsilane 7 affords the key intermediate 8 in 69% yield (at 91% conversion). Further transformation of 8 to our taxol C-ring fragment is successfully achieved in a stereoselective manner.

Original language	English
Pages (from-to)	313-316
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	3-4
DOIs	https://doi.org/10.1016/S0040-4039(97)10554-8
Publication status	Published - 1998 Jan 15
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(97)10554-8

Cite this

@article{01e9a05e07fa40d994f453efb4b5dc1b,

title = "A concise synthetic approach to optically active taxol C-ring fragment",

abstract = "A concise synthetic approach to an optically active taxol C-ring fragment starting from a readily available compound is described. Lewis acid promoted-cyclization of optically active epoxy trimethylsilane 7 affords the key intermediate 8 in 69% yield (at 91% conversion). Further transformation of 8 to our taxol C-ring fragment is successfully achieved in a stereoselective manner.",

author = "Masahisa Nakada and Kojima, {Ei Ichi} and Yukitaka Iwata",

year = "1998",

month = jan,

day = "15",

doi = "10.1016/S0040-4039(97)10554-8",

language = "English",

volume = "39",

pages = "313--316",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "3-4",

}

TY - JOUR

T1 - A concise synthetic approach to optically active taxol C-ring fragment

AU - Nakada, Masahisa

AU - Kojima, Ei Ichi

AU - Iwata, Yukitaka

PY - 1998/1/15

Y1 - 1998/1/15

N2 - A concise synthetic approach to an optically active taxol C-ring fragment starting from a readily available compound is described. Lewis acid promoted-cyclization of optically active epoxy trimethylsilane 7 affords the key intermediate 8 in 69% yield (at 91% conversion). Further transformation of 8 to our taxol C-ring fragment is successfully achieved in a stereoselective manner.

AB - A concise synthetic approach to an optically active taxol C-ring fragment starting from a readily available compound is described. Lewis acid promoted-cyclization of optically active epoxy trimethylsilane 7 affords the key intermediate 8 in 69% yield (at 91% conversion). Further transformation of 8 to our taxol C-ring fragment is successfully achieved in a stereoselective manner.

UR - http://www.scopus.com/inward/record.url?scp=0032518888&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0032518888&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(97)10554-8

DO - 10.1016/S0040-4039(97)10554-8

M3 - Article

AN - SCOPUS:0032518888

SN - 0040-4039

VL - 39

SP - 313

EP - 316

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 3-4

ER -

A concise synthetic approach to optically active taxol C-ring fragment

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this