Boron trifluoride catalysed rearrangement of 1,2-epoxy lupan-3-one
โ Scribed by A.K. Ganguly; T.R. Govindachari; A. Manmade
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 172 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4020
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๐ SIMILAR VOLUMES
Ihe boron triflucride catalysed rearrangements of steroidal epcxides have been widely reported (1). Recently, considerable interest has been shown in the backbone rearrangement of 4,5-and 5,6-epoxy-steroids (1). In an attempt to elucidate the mechanism of these rearrangements in more detail, we have
The greater yield (61%) of the 6-ketone (2a) from 3a-acetoxy-5,6a-epoxy-5a-cholestane (la) compared with the yield (34%) of B-ketone (2b) from the corresponding 3-deoxy compound has been ascribed' to the energetically favourable conformational change, involving the 3-acetoxy group, in the formation