Tetrahedron Letters p. 8525 - 8528 (1998)
Update date:2022-08-04
Topics:
Doisy, Xavier
Blagbrough, Ian S.
Thomas, Noel F.
Potter, Barry V. L.
Pursuing our interest in methyllcaconitine (MLA), we have designed a synthetic route to substituted ring-A of lycoctonine class norditerpenoid alkaloids. A novel synthesis of 3-hydroxymethylcyclohex-2-enone has been achieved starting from cyclohex-2-enone. Key reactions are: 1,2-addition of 1,3-dithiane followed by allylic rearrangement, 1,4-hydrocyanation, Wittig reaction and conversion into the substituted N-ethyl-3-aminopropan-1-ol motif of these neopentyl-like alcohols.
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Doi:10.1016/S0277-5387(98)00141-7
(1998)Doi:10.1016/S0040-4039(98)02075-9
(1998)Doi:10.1021/ic9706616
(1998)Doi:10.1007/BF00958815
(1980)Doi:10.1016/S0040-4039(98)01951-0
(1998)Doi:10.1039/a806817h
(1998)