THE ISOMERIZATION/CHLORINATION OF O,O-DIALLYL THIOPHOSPHORO (-NO)THIONATES WITH PHOSPHORUS OXYCHLORIDE — A NEW CONVENIENT METHOD FOR SYNTHESIS OF S-ALLYL THIOPHOSPHORIC(-NIC) ACID DERIVATIVES
作者:ZHENG JIE HE、JU XIANG LIU、ZHENG HONG ZHOU、CHU CHI TANG
DOI:10.1080/10426509808545475
日期:1998.2.1
gave S-allyl thiophosphoro(-no)chloride, which reacted with subsitituted phenol in chloroform in the presence of triethylamine to afford eighteen new S-allyl thiophosphoric(-nic) acid derivatives. Thus, a new convenient method has been provided for synthesis of the title compounds.
Lebedev, N. N.; Kiryushatova, T. V.; Savel'yanov, V. P., Journal of general chemistry of the USSR, 1983, vol. 53, # 5, p. 939 - 942
作者:Lebedev, N. N.、Kiryushatova, T. V.、Savel'yanov, V. P.
DOI:——
日期:——
Mel'nikow et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 522,524,525;engl.Ausg.S.520-522
作者:Mel'nikow et al.
DOI:——
日期:——
STUDIES ON CHIRAL THIOPHOSPHORIC ACIDS AND THEIR DERIVATIVES 14. THE ASYMMETRIC CYCLIZATION OF (+)-CIS-1,2,2-TRIMETHYL-1,3- DIAMINOCYCLOPENTANE WITH THIOPHOSPHORODICHLORIDATES AND O-(4-NITROPHENYL)THIOPHOSPHOROCHLORIDATES
The cyclization of (+)-cis-1,2,2-trimethyl-1,3-diaminocyclopentane 1 with thiophosphorodichloridates 2 or O-(4-nitrophenyl)thiophosphorochloridates 4 forms (+)-2,4,5-diazaphosphabicyclo[3.2.1]octane 3 and 3', respectively, but the stereoselectivity arising from the condensation of (+)-1 with 4 is less than that of (+)-1 with 2. The distinction between the two product distributions might be due to the significance of different mechanistic routes. In the light of a trigonal bipyramid (TBP) intermediate and Berry pseudorotation (BPR) concept their mechanism are discussed.
Mandel'baum,Ya.A. et al., Journal of general chemistry of the USSR, 1968, vol. 38, p. 1709 - 1711