Tetrahedron p. 1809 - 1824 (1988)
Update date:2022-07-30
Topics:
El-Karim, Iman Aly Gad
Jones, Ray
Motherwell, William B.
Rzepa, Henry S.
Williams, David J.
Optimum conditions for the self reaction of the potassium alkoxide of 2-methyl-2-propen-1-ol to give 3,5,5,-trimethyltetrahydropyran-2-ol (7) have been developed.Evidence is presented to demonstrate that the key carbon carbon bond forming step in this reaction formally involves an unusual type of Ene reaction between 2-methylpropenal and the allylic alkoxide anion in which stepwise or highly asynchronous hydride transfer precedes carbon carbon bond formation.Under different reactions conditions the condensation of 2-methylpropenal with the potassium alkoxide of 2-methyl-2-propen-1-ol proceeds to give the bicyclic lactone, 6-endo-hydroxy-7-exo-(2-methyl allyloxymethyl)-3-oxa-1,5,7-trimethyl bicyclo<3,3,1>nonan-2-one (11), the crystal structure of which is reported.
View MoreBeijing Mediking Biopharm Co., Ltd.
Contact:+86-10-89753524/81760121/81769521
Address:Hongxianghong Incubator, Beiqijia Town, Changping district, Beijing, China
Suzhou Ryan Pharmachem Technology Co.,Ltd
Contact:+86-0512-68780025
Address:B-301,No.2 Taishan Road,Suzhou New District,Jiangsu,P.R. China
Contact:27-792-602929
Address:SIDNEY MUFAMADI STREET 009949 X44 0700 POLOKWANE,LIMPOPO
Contact:86-513-84128750/13773795976
Address:No.48.Youyi West Road ,Rudong Development Zone,Jiangsu Province,China
Nanjing Chemzam Pharmtech Co., Ltd.
Contact:+86-25-86462165,+86-13915979898
Address:C5-1，6 Maiyue Road，Maigaoqiao，Nanjing，Jiangsu，China
Doi:10.1016/j.tet.2014.02.021
(2014)Doi:10.1002/adsc.201200243
(2012)Doi:10.3987/COM-11-12378
(2012)Doi:10.1016/j.bmcl.2007.12.001
(2008)Doi:10.1021/jm970394d
(1998)Doi:10.1002/adsc.200600454
(2007)
