Journal of Organic Chemistry p. 3046 - 3050 (1993)
Update date:2022-08-03
Topics:
Vedejs, E.
Duncan, S. M.
Haight, A. R.
Tin hydride 1 is activated for nucleophilic hydride transfer and also for radical chain reduction, depending on solvent.The nucleophilic hydride pathway is favored in methanol, and 1 can be used as a selective reducing agent for ketones.Simple ketones are not reduced in aprotic solvents, but β-hydroxy ketones are activated internally by the hydroxyl group and can be reduced in THF with good control of stereochemistry, as in the conversion from 7 to 9 (30:1 9:8).A catalytic version of the nucleophilic hydride reductions in methanol has been developed using PhSiH3 as the stoichiometric hydride source.Radical chain dehalogenations can also be achieved with 1 at room temperature and without added radical initiators.Simple xanthates are not reduced efficiently in the absence of an initiator, but the reaction proceeds in the presence of AIBN.
View MoreLIAOYANG WANRONG CHEMICALS COMPANY LIMITED
Contact:86-419-2390789
Address:XINLI VILLAGE , DONG NINGWEI COUNTY,TAIZIHE DISTRICT, LIAOYANG , LIAONING
Tianjin Tongde Biological Technology Co., Ltd.
Contact:86-22-23309138
Address:Room 402, bulidingE3 Detection certification park, XiQingDistrict, Tianjin City
Contact:+86 021-51698675
Address:1701, Jielong Plaza, No.618 Pingliang Rd, ShangHai,China
Beijing Green Guardee Technology CO,.LTD
Contact:+86-10-69706062
Address:F2 BLdj,5 No.37 Chaoqian Road
Chengdu Chengnuo New-Tech Co., Ltd
Contact:0086-028-85749078
Address:4 Jiuyang road,Jiulong industrial port,Chengdu, China
Doi:10.1016/S0040-4020(01)89546-6
(1994)Doi:10.1016/j.dyepig.2016.09.038
(2017)Doi:10.1055/s-1980-29260
(1980)Doi:10.1021/jo01106a034
(1958)Doi:10.1007/BF00899428
(1948)Doi:10.1021/om020361i
(2002)