HIGHLY STEREOSELECTIVE AND GENERAL-SYNTHESIS OF (Z)-3-METHYL-2-ALKEN-1-OLS VIA PALLADIUM-CATALYZED CROSS COUPLING OF (Z)-3-IODO-2-BUTEN-1-OL WITH ORGANOZINCS AND OTHER ORGANOMETALS
HIGHLY STEREOSELECTIVE AND GENERAL-SYNTHESIS OF (Z)-3-METHYL-2-ALKEN-1-OLS VIA PALLADIUM-CATALYZED CROSS COUPLING OF (Z)-3-IODO-2-BUTEN-1-OL WITH ORGANOZINCS AND OTHER ORGANOMETALS
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DOI:
10.1016/s0040-4039(00)60312-x
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发表时间:
1993-02-26
影响因子:
1.8
通讯作者:
NODA, Y
中科院分区:
文献类型:
--
作者:
NEGISHI, E;AY, M;NODA, Y
The reaction of Zn-protected (Z)-3-iodo-2-buten-1-ol with organozincs in the presence of 1-5 mol % of a Pd complex, e.g., Pd(PPh3)4 or Cl2Pd(pPh3)2 and n-BuLi (2 equiv), in DMF provides a highly stereoselective (greater-than-or-equal-to 96%), general, and high-yielding procedure for preparing (Z)-3-methyl-2-alken-1-ols, while the use of organometals containing B and Sn along with a Pd catalyst or organocoppers alone gives the desired products in moderate to good yields.