TY - JOUR
T1 - Synthesis of (±)-2-methoxy-9a-carbamorphinan and (+) -2-methoxy-9a-carba-14α -morphinan
T2 - Acid catalyzed cyclizations of 1-m-methoxybenzyl-4, 4a,5,6,7, 8-hexahydronaphthalen-2 (3h)-one and 1-m-methoxybenzyloctalins
AU - Pal, Sitaram
AU - Ghosh, Sukumar
AU - Banik, Bimal K.
AU - Alam, Shaikh Khairul
AU - Ghatak, Usha Ranjan
PY - 1990/7/1
Y1 - 1990/7/1
N2 - The bridged-ethers,(±) -2-methoxy-9a-carbamorphinan (lb) and (±)-2-methoxy-9a-carba-14α-morphinan(2b) have been synthesized. The acid-catalyzed cyclizations of 1-m-methoxy-benzyloctalone 3b and 1-m-methoxybenzyloctalins 4b proceed with high regio-and stereoselectivities leading mostly to the bridged-ketone 14 and ether lb respectively, along with o-methoxy-tetracyclic ketone 15 and the ether 17, in addition to other minor products.
AB - The bridged-ethers,(±) -2-methoxy-9a-carbamorphinan (lb) and (±)-2-methoxy-9a-carba-14α-morphinan(2b) have been synthesized. The acid-catalyzed cyclizations of 1-m-methoxy-benzyloctalone 3b and 1-m-methoxybenzyloctalins 4b proceed with high regio-and stereoselectivities leading mostly to the bridged-ketone 14 and ether lb respectively, along with o-methoxy-tetracyclic ketone 15 and the ether 17, in addition to other minor products.
UR - http://www.scopus.com/inward/record.url?scp=84963414831&partnerID=8YFLogxK
U2 - 10.1080/00397919008053160
DO - 10.1080/00397919008053160
M3 - Artículo
SN - 0039-7911
VL - 20
SP - 2203
EP - 2216
JO - Synthetic Communications
JF - Synthetic Communications
IS - 14
ER -