Synthesis of the Brevetoxin B IJK Ring System

DOI: 10.1021/ja00199a031

Source and publish data:

Journal of the American Chemical Society p. 6682 - 6690 (1989)

Update date:2022-09-26

Topics: Synthesis Ring system

Authors:

Nicolaou, K. C.

Hwang, C.-K.

Duggan, M. E.

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Article abstract of DOI:10.1021/ja00199a031

A stereoselective synthesis of a functionalized system representing the IJK ring framework of brevetoxin B is reported.The synthesis begins with D-mannose pentaacetate and proceeds through intermediates 24 and 38, which serve as key cyclization precursors

Full text of DOI:10.1021/ja00199a031

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Product name:3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxirane-2-carbaldehyde

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