Organic photochemistry. II. Photosensitized cross-addition of

1-Propanol. 15. 87. 80. 1-Butene. 1-Pentanol. 55. 216. 72. 1-Octene. 1-Nonanol. 130. 400. 70. Cyclopentene. Cyclopentyl- methanol. 56. 230. 69. Cycloh...
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2741 Table 11. Conversion of Olefins into the Corresponding Methylol Derivatives by the Hydroboration-Carbonylation Reaction TSOS.9

T l o o Yield,= ~,

Olefin

Product

min

min

Z

Ethylene 1-Butene 1-Octene Cyclopentene

1-Propanol 1-Pentanol 1-Nonanol Cyclopentylmethanol Cyclohexylmethanol 2-exo-Norbornylmethanolb

15 55 130 56

87 216 230

80 72 70 69

35

125

80

100

350

85

Cyclohexene Norbornene

400

a By glpc comparison with authentic samples. The yield is based on a theoretical production of 1 mole of alcohol from 1 mole of RsB (1). The absence of the endo isomer was indicated by nmr (