Synthesis of curacin A, an antimitotic cyclopropane-thiazoline from the marine cyanobacterium Lyngbya majuscula
Charette asymmetric cyclopropanation, chiral thiazoline synthesis by thioamide cyclization under modified Mitsunobu conditions, Ti( iPrO) 4/bi-naphthol catalyzed allylstannane addition, and an exceptionally mild two-carbon homologation via dehydrative alkylation with phenylsulfonylacetonitrile/Ph 3P...
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Published in | Tetrahedron letters Vol. 37; no. 40; pp. 7167 - 7170 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier Ltd
30.09.1996
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | Charette asymmetric cyclopropanation, chiral thiazoline synthesis by thioamide cyclization under modified Mitsunobu conditions, Ti(
iPrO)
4/bi-naphthol catalyzed allylstannane addition, and an exceptionally mild two-carbon homologation via dehydrative alkylation with phenylsulfonylacetonitrile/Ph
3P/ADDP convened in an efficient, stereocontrolled route to the title bioactive heterocycle.
Charette cyclopropanation, thioamide to thiazoline conversion, and Mitsunobu dehydrative alkylation with phenylsulfonylacetonitrile were exploited for a versatile, stereocontrolled synthesis of the title lipid. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/0040-4039(96)01616-4 |