Thermal Rearrangement of Vinylallenes: Synthesis of 3-Deoxy-1α-hydroxy-14-epiprevitamin D3

DOI: 10.1021/jo00186a015

Source and publish data:

Journal of Organic Chemistry p. 2152 - 2158 (1984)

Update date:2022-08-04

Topics:

Authors:

Jeganathan, S.

Johnston, Allen D.

Kuenzel, Elizabeth A.

Norman, Anthony W.

Okamura, Willian H.

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Article abstract of DOI:10.1021/jo00186a015

The lithium salt of the terminal allene 12a was reacted with keto enol ether 13 to give the vinylallenones 8a(6R) and 9a(6S).On reduction with sodium borohydride, 8a afforded vinylallenols 8b(1R,6R) and 8c(1S,6R); similarly 9a gave 9b(1R,6S) and 9c(1S,6S)

Full text of DOI:10.1021/jo00186a015

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