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He and Nitta Yoshisada are the central figures in the long campaign upon which Japan now entered. Masashige belonged to the Tachibana family, which stood second among the four great septs of Japan the Fujiwara, the Tachibana, the Minamoto, and the Taira and Yoshisada claimed kinship with the Minamoto.

But he here met with a repulse at the hands of Kusunoki Masatomo, who to the courage and loyalty of his immortal ancestor, Masashige, added no small measure of strategical ability.

The records clearly show that on the roll of merit the first place, after Prince Morinaga, should have been given to Kusunoki Masashige's name. When Kasagi fell and when the Emperor was exiled, Masashige, alone among the feudatories of sixty provinces, continued to fight stoutly at the head of a small force, thus setting an example of steadfast loyalty which ultimately produced many imitators.

Kusunoki Masashige had but five hundred men under his command when he entrenched himself at Akasaka. There for twenty days he held out against the attacks of the greatly superior Hojo forces, until finally, no help arriving and his provisions being exhausted, he would have committed suicide had he not realized that his life belonged to the Imperial cause.

The Nitta chieftain himself retired rapidly to Kyoto with a mere remnant of his army, and effected a union with the forces of the ever-loyal Kusunoki Masashige and Nawa Nagatoshi, who had given asylum to Go-Daigo at the time of the escape from Oki. The cenobites of Hiei-zan also took the field in the Imperial cause.

The proximate cause was the fall of the Kusunoki stronghold, which had been built by Masashige, and during sixty years had remained unconquered.

Driven out at last , after more than four years' operations, he returned to Yoshino, where he found Kusunoki Masatsura, son of Masashige, carrying on from Kawachi a vigorous campaign against the Ashikaga in Settsu.

When Kamakura fell the only Hojo force remaining in the field was that which had been engaged for months in the siege of Chihaya, where Kusunoki Masashige held his own stoutly. This army had retired to Nara on receipt of the news of Rokuhara's capture, and when Kamakura met with the same fate, the leaders of the last Hojo force surrendered at the summons of Ashikaga Takauji's emissaries.

Passing thence to Hyogo, Masashige joined Nitta Yoshisada, and the two leaders devoted the night to a farewell banquet. The issue of the next day's combat was a foregone conclusion. Masashige had but seven hundred men under his command. He posted this little band at Minato-gawa, near the modern Kobe, and with desperate courage attacked the van of the Ashikaga army.

This obsession in favour of the Imperial metropolis left its mark upon many campaigns; as when, in the spring operations of 1336, Yoshisada, instead of being allowed to pursue and annihilate Takauji, was recalled to guard Kyoto, and when, in July of the same year, Kusunoki Masashige was sent to his death rather than temporarily vacate the capital.