Improved procedure for Julia-Colonna asymmetric epoxidation of α,β-unsaturated ketones:: total synthesis of diltiazem and Taxol™ side-chain

被引：140

作者：

Adger, BM

Barkley, JV

Bergeron, S

Cappi, MW

Flowerdew, BE

Jackson, MP

McCague, R

Nugent, TC

Roberts, SM ^{[1
]}

机构：

[1] Univ Liverpool, Robert Robinson Labs, Dept Chem, Liverpool L69 3BX, Merseyside, England

[2] Chirosci Ltd, Cambridge CB4 4WE, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 23期

关键词：

D O I：

10.1039/a704413e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Poly-L-leucine catalyses the asymmetric epoxidation of enones 1-6 efficiently in a non-aqueous medium to provide the epoxy ketones 7-12 (70-91% yield; 80 to greater than or equal to 95% ee). The strategy was used to make diltiazem 16 and the Taxol(TM) Side chain 23 in single enantiomer form.

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页码：3501 / 3507

页数：7

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