GENERAL-APPROACH FOR THE SYNTHESIS OF MACROLINE/SARPAGINE ALKALOIDS - THE TOTAL SYNTHESIS OF (+)-MACROLINE

被引：22

作者：

BI, YZ ^{[1
]}

COOK, JM ^{[1
]}

机构：

[1] UNIV WISCONSIN,DEPT CHEM,MILWAUKEE,WI 53201

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 28期

关键词：

D O I：

10.1016/0040-4039(93)88069-U

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(+)-Macroline 1 and a more stable equivalent 2 were synthesized from the tetracyclic ketone 5. The key steps in the synthesis involved a stereoselective Claisen rearrangement followed by hydroboration-oxidation of the resulting olefin 14 to set the correct stereochemistry at C-15 and C-16.

引用

页码：4501 / 4504

页数：4

共 20 条

[1]

Bi Y., 1993, STUD NATL PROD CHEM, V13, P383

[2]

BI Y, 1992, HETEROCYCLES, V34, P517

[3] PREPARATION OF LACTONE SYSTEMS - TOTAL SYNTHESIS OF (+/-)-QUADRONE [J].